Compound Summary
Compound Information
berberine
Compound Name: | berberine |
Compound CID: | 2353 |
Synonyms: | berberine 2086-83-1 Umbellatine Berberin Berbericine More... |
Iupac Name: | 16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene |
InChI: | InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1 |
InChIKey: | YBHILYKTIRIUTE-UHFFFAOYSA-N |
Canonical Smiles: | COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC |
Isomeric Smiles: | COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC |
Molecular Weight: | 336.4 |
Molecular Formula: | C20H18NO4+ |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
berberine
Molecular Weight: | 336.4 |
Molecular Formula: | C20H18NO4+ |
Hydrogen Bond Donor Count: | 0 |
Hydrogen Bond Acceptor Count: | 4 |
Rotatable Bond Count: | 2 |
Heavy Atom Count: | 25 |
Complexity: | 488 |
Synonyms
berberine
| berberine | berberine |
|---|---|
berberine |
2086-83-1 |
Umbellatine |
Berberin |
Berbericine |
UNII-0I8Y3P32UF |
0I8Y3P32UF |
CHEBI:16118 |
Berberal |
16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo11.8.0.02,10.04,8.015,20henicosa-1(13),2,4(8),9,14,16,18,20-octaene |
ST055798 |
9,10-Dimethoxy-2,3-(methylenedioxy)-7,8,13,13a-tetrahydroberbinium |
Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy- |
Benzog-1,3-benzodioxolo5,6-aquinolizinium, 5,6-dihydro-9,10-dimethoxy- |
9,10-dimethoxy-5,6-dihydro1,3dioxolo4,5-gisoquino3,2-aisoquinolin-7-ium |
Berbamine sulphate acid |
Berberine hydrogen sulfate |
CHEMBL12089 |
9,10-Dimethoxy-5,6-dihydro-1,3dioxolo-4,5-gisoquinolino3,2-aisoquinolin-7-ium |
GNF-PF-4545 |
BER |
NSC646666 |
NCGC00016526-02 |
NCGC00016526-07 |
CAS-633-65-8 |
Umbellatin |
Berbinium |
Majarine |
Thalsine |
berberine dimer |
Coptis rhizome |
C20H18NO4 |
EINECS 218-229-1 |
Umbellatine (6CI) |
BRN 3570374 |
Spectrum_001110 |
Berbinium, 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)-, chloride |
Prestwick0_000586 |
Prestwick1_000586 |
Prestwick2_000586 |
Prestwick3_000586 |
Spectrum2_000894 |
Spectrum3_000618 |
Spectrum4_000785 |
Spectrum5_001458 |
UPCMLD-DP032 |
NCIMech_000354 |
SCHEMBL25632 |
BSPBio_000432 |
BSPBio_002156 |
KBioGR_001230 |
KBioSS_001590 |
cid_12456 |
DivK1c_000265 |
inverted exclamation markY97% |
SPBio_000708 |
SPBio_002651 |
BPBio1_000476 |
CHEMBL295124 |
MEGxp0_001923 |
DTXSID9043857 |
UPCMLD-DP032:001 |
ACon1_001957 |
BCBcMAP01_000112 |
GTPL11353 |
KBio1_000265 |
KBio2_001590 |
KBio2_004158 |
KBio2_006726 |
KBio3_001656 |
NINDS_000265 |
34MD1011DM |
HMS3561D13 |
HY-N0716 |
ZINC3779067 |
AC-117 |
BBL029198 |
BDBM50203126 |
CCG-35898 |
s9046 |
STK870320 |
5,6-Dihydro-9,10-dimethoxybenzog-1,3-benzodioxolo5,6-aquinolizinium |
7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)berbinium |
AKOS002141363 |
DB04115 |
MCULE-8261808830 |
SDCCGMLS-0066718.P001 |
BERBINIUM, 7,8,13,13a-TETRAHYDRO-9,10-DIMETHOXY-2,3-(METHYLENEDIOXY)- |
IDI1_000265 |
SMP1_000298 |
NCGC00016526-01 |
NCGC00016526-03 |
NCGC00016526-04 |
NCGC00016526-05 |
NCGC00016526-06 |
NCGC00016526-08 |
NCGC00016526-11 |
NCGC00091896-03 |
NCI60_001050 |
NCI60_001224 |
NCI60_004319 |
SBI-0051613.P002 |
AB0106411 |
DB-050153 |
CS-0009734 |
FT-0603587 |
N1368 |
C00757 |
086B831 |
A904183 |
Q176525 |
Q-200701 |
Q-200702 |
SR-01000711827-5 |
BRD-K14796088-003-06-0 |
BRD-K14796088-003-17-7 |
Benzylpenicillin benzathine, Antibiotic for Culture Media Use Only |
5,6-dihydro-9,10-dimethoxy-benzog-1,3-benzodioxolo5,6-aquinolizinium |
7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-methylenebis(oxy)berbinium |
9,10-dimethoxy-2,3-(methylenedioxy)-7,8,13,13a-tetradehydroberbinium |
Berbinium, 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)- |
3,4-dimethoxy-6,7-dihydro-1,3dioxolo4,5-gpyrido2,1-aisoquinolin-5-ylium |
9,10-Dimethoxy-5,6-dihydro-1,3dioxolo4,5-gisoquino3,2-aisoquinolin-7-ylium |
9,10-dimethoxy-5,6-dihydro-2H-1,3-dioxoleno4,5-gisoquinolino3,2-aisoquinol ine |
9,10-Dimethoxy-5,6-dihydro-7lambda~5~-1,3dioxolo4,5-gisoquino3,2-aisoquinoline |
Benzog-1,3-benzodioxolo5,6-aquinolizinium, 5,6-dihydro-9,10-dimethoxy- (9CI) |
16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo11.8.0.0^{2,10}.0^{4,8}.0^{15,20}henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium |
3-3-(2-ethyl-1,3-thiazol-4-yl)phenyl-5-{2-(4-methylphenyl)sulfonylethyl}-1,2,4-oxadiazole |
9,10-Dimethoxy-5,6-dihydro-1,3dioxolo4,5-gisoquino3,2-aisoquinolin-7-ylium chloride |
9,10-Dimethoxy-5,6-dihydro-1,3dioxolo4,5-gisoquino3,2-aisoquinolin-7-ylium; chloride |
Experimental Data
berberine
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 100 | umol/L | 26.13 | 31.18 | 19.32 | S | N2 | 32941928 | Active | ||||
| Caenorhabditis elegans | 4 | umol/L | 26.13 | 30.67 | 17.36 | S | N2 | 32941928 | Active | ||||
| Caenorhabditis elegans | 20 | umol/L | 26.13 | 26.95 | 3.1 | NS | N2 | 32941928 | Inactive |
Experimental Data Visualization
berberine
Statistics Data
berberine
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 19.32 | 1 | 3 |
Statistics Data Visualization
berberine
